A 4-methylamine form of vitamin B6
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Pyridoxamine (hydrochloride)

Item No. 33899

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanol, dihydrochloride
CAS Number
524-36-7
Synonyms
  • Pyridoxylamine
Molecular Formula
C8H12N2O2 • 2HCl
Formula Weight
241.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
292 nm
SMILES
OC1=C(CN)C(CO)=CN=C1C.Cl.Cl
InChi Code
InChI=1S/C8H12N2O2.2ClH/c1-5-8(12)7(2-9)6(4-11)3-10-5;;/h3,11-12H,2,4,9H2,1H3;2*1H
InChi Key
HNWCOANXZNKMLR-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $49

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    10 g

    $93

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    25 g

    $190

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    100 g

    $609

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    Product Description

    Pyridoxamine is a 4-methylamine form of vitamin B6 that is converted to pyridoxal 5'-phosphate (Item No. 20352), the active form of vitamin B6, and an important cofactor for metabolism.1 It scavenges isoketals in cell-free assays and inhibits the formation of lysyl-levuglandin-lactam adducts in dazoxiben-stimulated isolated human platelets when used at concentrations of 0.1 and 1 mM.2 Pyridoxamine (1 g/L in the drinking water) inhibits the development of acellular capillaries and accumulation of Nε-(1-carboxymethyl)-L-lysine (CML; Item No. 16483) in the retina in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104).3 It reverses STZ-induced deficits in the novel object recognition task in a rat model of diabetes when administered in the drinking water at concentrations of 0.4 and 1 g/L.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kohlmeier, M. Water-soluble vitamins and nonnutrients. Nutrient metabolism 567-671 (2015).

    2. Davies, S.S., Brantley, E.J., Voziyan, P.A., et al. Pyridoxamine analogues scavenge lipid-derived γ-ketoaldehydes and protect against H2O2-mediated cytotoxicity. Biochemistry 45(51), (2006).

    3. Stitt, A., Gardiner, T.A., Alderson, N.L., et al. The AGE inhibitor pyridoxamine inhibits development of retinopathy in experimental diabetes. Diabetes 51(9), 2826-2832 (2002).

    4. Kassab, S., Begley, P., Church, S.J., et al. Cognitive dysfunction in diabetic rats is prevented by pyridoxamine treatment. A multidisciplinary investigation. Mol. Metab. 28, 107-119 (2019).